KEGG   PATHWAY: pmum00945
Entry
pmum00945                   Pathway                                
Name
Stilbenoid, diarylheptanoid and gingerol biosynthesis - Prunus mume (Japanese apricot)
Description
Stilbenoids are a group of phenolic compounds, biosynthetically interrelated through their common origin from a C6-C2-C6 intermediate, such as resveratol found in grapes. Stilbenoids can also exist as glycosides (e.g., piceid). Combretastatins are potentially useful stilbenoid natural products with known antitumor activity. Diarylheptanoid is a compound group having phenyl rings at 1,7 positions of n-heptane (C6-C7-C6), such as curcumin found in the ginger family. [6]-Gingerol is a major active component of ginger and has diverse pharmacologic effects.
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
pmum00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
pmum00945

Organism
Prunus mume (Japanese apricot) [GN:pmum]
Gene
103323718  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
103339178  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
103328213  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103330667  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
103335795  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103325763  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103339039  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103328216  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103318826  omega-hydroxypalmitate O-feruloyl transferase [KO:K13065] [EC:2.3.1.133]
103321906  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103321939  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103321941  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103321944  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103321945  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103322001  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103322002  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103323133  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103323575  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
103323576  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
103325757  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103325765  BAHD acyltransferase At5g47980-like [KO:K13065] [EC:2.3.1.133]
103328190  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103328191  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103328214  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
103321947  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
103330639  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
103319005  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
103319006  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
103319007  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
103340769  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
103331366  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
103335243  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
103340770  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
Compound
C00223  p-Coumaroyl-CoA
C00323  Caffeoyl-CoA
C00406  Feruloyl-CoA
C00540  Cinnamoyl-CoA
C00852  Chlorogenate
C01745  Pinosylvin
C02947  4-Coumaroylshikimate
C03582  Resveratrol
C05901  Piceatannol
C10287  Pterostilbene
C10434  5-O-Caffeoylshikimic acid
C10443  Curcumin
C10462  [6]-Gingerol
C12208  p-Coumaroyl quinic acid
C17740  p-Coumaroyl-diketide-CoA
C17741  Feruloyl-diketide-CoA
C17742  Demethoxycurcumin
C17743  Bisdemethoxycurcumin
C17744  1-(4-Hydroxyphenyl)-1-decene-3,5-dione
C17745  1-(3,4-Dihydroxyphenyl)-1-decene-3,5-dione
C17746  1-Dehydro-[6]-gingerdione
C17747  5-Hydroxy-1-(4-hydroxyphenyl)-3-decanone
C17748  1-(3,4-Dihydroxyphenyl)-5-hydroxy-3-decanone
C17749  Curcumin monoglucoside
C17750  Curcumin diglucoside
Reference
  Authors
Katsuyama Y, Kita T, Funa N, Horinouchi S
  Title
Curcuminoid biosynthesis by two type III polyketide synthases in the herb Curcuma longa.
  Journal
J Biol Chem 284:11160-70 (2009)
DOI:10.1074/jbc.M900070200
Reference
  Authors
Ramirez-Ahumada Mdel C, Timmermann BN, Gang DR
  Title
Biosynthesis of curcuminoids and gingerols in turmeric (Curcuma longa) and ginger (Zingiber officinale): identification of curcuminoid synthase and hydroxycinnamoyl-CoA thioesterases.
  Journal
Phytochemistry 67:2017-29 (2006)
DOI:10.1016/j.phytochem.2006.06.028
Reference
  Authors
Masada S, Terasaka K, Mizukami H
  Title
A single amino acid in the PSPG-box plays an important role in the catalytic function of CaUGT2 (Curcumin glucosyltransferase), a Group D Family 1 glucosyltransferase from Catharanthus roseus.
  Journal
FEBS Lett 581:2605-10 (2007)
DOI:10.1016/j.febslet.2007.05.002
Related
pathway
pmum00940  Phenylpropanoid biosynthesis
KO pathway
ko00945   
LinkDB

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